tert-Butyl (2S)-2-(2-oxoethyl)piperidine-1-carboxylate

Base Information

Chemical Name:tert-Butyl (2S)-2-(2-oxoethyl)piperidine-1-carboxylate
CAS No.:639458-43-8
Molecular Formula:C12H21NO3
Molecular Weight:227.304
Hs Code.:2933399090
DSSTox Substance ID:DTXSID80465815
Nikkaji Number:J1.983.758K
Wikidata:Q82292057
Mol file:639458-43-8.mol

Synonyms:639458-43-8;tert-Butyl (2S)-2-(2-oxoethyl)piperidine-1-carboxylate;(S)-tert-Butyl 2-(2-oxoethyl)piperidine-1-carboxylate;starbld0017065;SCHEMBL11995153;DTXSID80465815;CS-0380697

Suppliers and Price of tert-Butyl (2S)-2-(2-oxoethyl)piperidine-1-carboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 4 raw suppliers

Chemical Property of tert-Butyl (2S)-2-(2-oxoethyl)piperidine-1-carboxylate

Chemical Property:

PSA：46.61000
LogP:2.30290
XLogP3:1.5
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:227.15214353
Heavy Atom Count:16
Complexity:258

Purity/Quality:: 97% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)(C)OC(=O)N1CCCCC1CC=O
Isomeric SMILES:CC(C)(C)OC(=O)N1CCCC[C@H]1CC=O

Technology Process of tert-Butyl (2S)-2-(2-oxoethyl)piperidine-1-carboxylate

There total 15 articles about tert-Butyl (2S)-2-(2-oxoethyl)piperidine-1-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

: 199942-74-0
(S)-2-(2-hydroxy-ethyl)-piperidine-1-carboxylic acid tert-butyl ester

: 639458-43-8
(S)-2-(2-oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: (S)-2-(2-hydroxy-ethyl)-piperidine-1-carboxylic acid tert-butyl ester; With phosgene; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.333333h; Inert atmosphere;

With triethylamine; In dichloromethane; dimethyl sulfoxide; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1039/c2ob25880c

Reference yield: 85.0%

: C₁₂H₂₁NO₃

: 639458-43-8
(S)-2-(2-oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With (R)-(-)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanoltrimethylsilyl ether; In methanol; 1,2-dichloro-ethane; at -25 ℃; for 240h; optical yield given as %ee; enantioselective reaction;
DOI:10.1021/ol300342n

Reference yield:

: 821-77-2
5-hexenylazide

: 639458-43-8
(S)-2-(2-oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: triphenylphosphine / tetrahydrofuran; water / 15 h

1.2: 12 h

2.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 5 h / 20 °C

3.1: (R)-(-)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanoltrimethylsilyl ether / methanol; 1,2-dichloro-ethane / 240 h / -25 °C

With Hoveyda-Grubbs catalyst second generation; (R)-(-)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanoltrimethylsilyl ether; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; 3.1: intramolecular Michael addition;
DOI:10.1021/ol300342n